Citation: Ding Chengrong, Pan Yayun, Tan Chengxia. Synthesis and Biological Activity of Aryl Thiazole Piperidine Amide Compounds[J]. Chinese Journal of Organic Chemistry, ;2020, 40(2): 528-535. doi: 10.6023/cjoc201907034 shu

Synthesis and Biological Activity of Aryl Thiazole Piperidine Amide Compounds

College of Chemical Engineering Science, Zhejiang University of Technology, Hangzhou 310032

Corresponding author: Tan Chengxia, tanchengxia@zjut.edu.cn
Received Date: 24 July 2019
Revised Date: 8 September 2019
Available Online: 12 February 2019
Fund Project: Project supported by the Collaborative Innovation Center of Zhejiang Province Green Pesticide

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In order to find a novel biologically active compound containing aromatic thiazole piperidine structure, 15 novel aryl thiazole piperidine amide derivatives were designed and synthesized. The structures of the target compounds were fully characterized by ¹H NMR, ¹³C NMR and HRMS spectra. The bioactivity test showed that some target compounds had good fungicidal and insecticidal activity. For example, the inhibition rate of 5-(3-bromophenyl)-4-methyl-2-(1-((4-nitrophenyl)-sulfonyl)piperidin-4-yl)thiazole (6b) against Pseudoperonospora cubensis was 100% better than azoxystrobin, and the inhibition rate of 5-(4-bromophenyl)-2-(1-((4-chlorophenyl)sulfonyl)piperidin-4-yl)-4-methylthiazole (6c) against Rhizoctonia solani was 58.86% comparable to azoxystrobin at 200 μg/mL. The lethal rate of (4-(5-(3-bromophenyl)-4-methylthiazol-2-yl) piperidin-1-yl) (m-tolyl)methanone (6h) against Mythimna separata was 100% at 500 μg/mL.
- piperidinylthiazole,
- aromatic structure,
- fungicidal activity,
- insecticidal activity
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